To obtain insight into the interactions of potential anticonvulsant drugs with their surroundings, two series of 5-methyl-5-aryland 5-ethyl-5--arylhydantoins were synthesized and their absorption spectra were recorded in the region from 200 to 400 nm in a set of selected solvents. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen bonding interactions on the absorption maxima shifts were analyzed by means of the linear solvation energy relationship (LSER) concept of Kamlet and Taft. The ratio of the contributions of specific and non-specific solvent-solute interactions were correlated with the corresponding absorption, distribution, metabolism, and excretion (ADME) properties of the studied compounds. The correlation equations were combined with different physicochemical parameters to generate new equations, which demonstrate the reasonable relationships between the solvent-solute interactions and the structure-activity parameters.
Da bi se procenio način na koji potencijalni antikonvulzivni lekovi interaguju sa svojim okruženjem, dve serije 5-metil-5-(4-supstituisanih fenil)i 5-etil-5-(4supstituisanih fenil)hidantoina su sintetisane i njihovi apsorpcioni spektri su snimljeni u intervalu talasnih dužina od 200 do 400 nm u setu izabranih rastvarača. Efekti dipolarnosti/polarizabilnosti rastvarača i vodoničnog vezivanja između molekula rastvarača i rastvorene supstance na pomeranje apsorpcionih maksimuma analizirani su primenom metoda linearne korelacije energije solvatacije (LSER), odnosno Kamlet-Taftovom jednačinom. Odnos doprinosa specifičnih i nespecifičnih interakcija između molekula rastvarača i rastvorene supstance korelisani su sa odgovarajućim ADME svojstvima proučavanih jedinjenja. Korelacione jednačine su dalje kombinovane sa različitim fizičko-hemijskim parametrima pri čemu su dobijene nove jednačine koje na zadovoljavajući način opisuju odnose između interakcija između molekula rastvarača i rastvorene ...supstance i svojstava koja određuju njihovu aktivnost u organizmu.
TY - JOUR
AU - Hmuda, Sleem F.
AU - Banjac, Nebojša
AU - Trišović, Nemanja
AU - Božić, Bojan
AU - Valentić, Nataša
AU - Ušćumlić, Gordana
PY - 2013
UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2364
AB - To obtain insight into the interactions of potential anticonvulsant drugs with their surroundings, two series of 5-methyl-5-aryland 5-ethyl-5--arylhydantoins were synthesized and their absorption spectra were recorded in the region from 200 to 400 nm in a set of selected solvents. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen bonding interactions on the absorption maxima shifts were analyzed by means of the linear solvation energy relationship (LSER) concept of Kamlet and Taft. The ratio of the contributions of specific and non-specific solvent-solute interactions were correlated with the corresponding absorption, distribution, metabolism, and excretion (ADME) properties of the studied compounds. The correlation equations were combined with different physicochemical parameters to generate new equations, which demonstrate the reasonable relationships between the solvent-solute interactions and the structure-activity parameters.
AB - Da bi se procenio način na koji potencijalni antikonvulzivni lekovi interaguju sa svojim okruženjem, dve serije 5-metil-5-(4-supstituisanih fenil)i 5-etil-5-(4supstituisanih fenil)hidantoina su sintetisane i njihovi apsorpcioni spektri su snimljeni u intervalu talasnih dužina od 200 do 400 nm u setu izabranih rastvarača. Efekti dipolarnosti/polarizabilnosti rastvarača i vodoničnog vezivanja između molekula rastvarača i rastvorene supstance na pomeranje apsorpcionih maksimuma analizirani su primenom metoda linearne korelacije energije solvatacije (LSER), odnosno Kamlet-Taftovom jednačinom. Odnos doprinosa specifičnih i nespecifičnih interakcija između molekula rastvarača i rastvorene supstance korelisani su sa odgovarajućim ADME svojstvima proučavanih jedinjenja. Korelacione jednačine su dalje kombinovane sa različitim fizičko-hemijskim parametrima pri čemu su dobijene nove jednačine koje na zadovoljavajući način opisuju odnose između interakcija između molekula rastvarača i rastvorene supstance i svojstava koja određuju njihovu aktivnost u organizmu.
PB - Serbian Chemical Society, Belgrade
T2 - Journal of the Serbian Chemical Society
T1 - Solvent effects on the absorption spectra of potentially pharmacologically active 5-alkyl-5-arylhydantoins: A structure-property relationship study
T1 - Uticaj rastvarača na apsorpcione spektre potencijalno farmakološki aktivnih 5-alkil-5-arilhidantoinaproučavanje odnosa strukture i svojstava
EP - 637
IS - 5
SP - 627
VL - 78
UR - https://hdl.handle.net/21.15107/rcub_technorep_2364
ER -
@article{
author = "Hmuda, Sleem F. and Banjac, Nebojša and Trišović, Nemanja and Božić, Bojan and Valentić, Nataša and Ušćumlić, Gordana",
year = "2013",
abstract = "To obtain insight into the interactions of potential anticonvulsant drugs with their surroundings, two series of 5-methyl-5-aryland 5-ethyl-5--arylhydantoins were synthesized and their absorption spectra were recorded in the region from 200 to 400 nm in a set of selected solvents. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen bonding interactions on the absorption maxima shifts were analyzed by means of the linear solvation energy relationship (LSER) concept of Kamlet and Taft. The ratio of the contributions of specific and non-specific solvent-solute interactions were correlated with the corresponding absorption, distribution, metabolism, and excretion (ADME) properties of the studied compounds. The correlation equations were combined with different physicochemical parameters to generate new equations, which demonstrate the reasonable relationships between the solvent-solute interactions and the structure-activity parameters., Da bi se procenio način na koji potencijalni antikonvulzivni lekovi interaguju sa svojim okruženjem, dve serije 5-metil-5-(4-supstituisanih fenil)i 5-etil-5-(4supstituisanih fenil)hidantoina su sintetisane i njihovi apsorpcioni spektri su snimljeni u intervalu talasnih dužina od 200 do 400 nm u setu izabranih rastvarača. Efekti dipolarnosti/polarizabilnosti rastvarača i vodoničnog vezivanja između molekula rastvarača i rastvorene supstance na pomeranje apsorpcionih maksimuma analizirani su primenom metoda linearne korelacije energije solvatacije (LSER), odnosno Kamlet-Taftovom jednačinom. Odnos doprinosa specifičnih i nespecifičnih interakcija između molekula rastvarača i rastvorene supstance korelisani su sa odgovarajućim ADME svojstvima proučavanih jedinjenja. Korelacione jednačine su dalje kombinovane sa različitim fizičko-hemijskim parametrima pri čemu su dobijene nove jednačine koje na zadovoljavajući način opisuju odnose između interakcija između molekula rastvarača i rastvorene supstance i svojstava koja određuju njihovu aktivnost u organizmu.",
publisher = "Serbian Chemical Society, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Solvent effects on the absorption spectra of potentially pharmacologically active 5-alkyl-5-arylhydantoins: A structure-property relationship study, Uticaj rastvarača na apsorpcione spektre potencijalno farmakološki aktivnih 5-alkil-5-arilhidantoinaproučavanje odnosa strukture i svojstava",
pages = "637-627",
number = "5",
volume = "78",
url = "https://hdl.handle.net/21.15107/rcub_technorep_2364"
}
Hmuda, S. F., Banjac, N., Trišović, N., Božić, B., Valentić, N.,& Ušćumlić, G.. (2013). Solvent effects on the absorption spectra of potentially pharmacologically active 5-alkyl-5-arylhydantoins: A structure-property relationship study. in Journal of the Serbian Chemical Society
Serbian Chemical Society, Belgrade., 78(5), 627-637.
https://hdl.handle.net/21.15107/rcub_technorep_2364
Hmuda SF, Banjac N, Trišović N, Božić B, Valentić N, Ušćumlić G. Solvent effects on the absorption spectra of potentially pharmacologically active 5-alkyl-5-arylhydantoins: A structure-property relationship study. in Journal of the Serbian Chemical Society. 2013;78(5):627-637.
https://hdl.handle.net/21.15107/rcub_technorep_2364 .
Hmuda, Sleem F., Banjac, Nebojša, Trišović, Nemanja, Božić, Bojan, Valentić, Nataša, Ušćumlić, Gordana, "Solvent effects on the absorption spectra of potentially pharmacologically active 5-alkyl-5-arylhydantoins: A structure-property relationship study" in Journal of the Serbian Chemical Society, 78, no. 5 (2013):627-637,
https://hdl.handle.net/21.15107/rcub_technorep_2364 .
